Countryside Homes for Sale in Clearwater, FL
Countryside is one community to a buyer and 20 to the MLS: each phase, tract or condominium was platted and recorded separately, so its listings, sales and HOA facts sit on separate records. This page adds them up and links every section, so you can compare prices across Countryside before you narrow to one street.
Countryside in Clearwater, FL is 20 MLS subdivisions, with 38 homes for sale or pending across them as of October 2, 2026. Asking prices run $110,000 to $1,259,000 (median $235,000). Over the last 12 months the sections recorded 63 closed sales at a median of $496,000, $289 per square foot, a median 29 days on market. Homes listed today were built 1973–2000. The MLS holds 662 closed sales for Countryside in total, the most recent in September 2026.
Countryside homes for sale by section
Click a section for its own page: the homes for sale there, its sales history, HOA and flood facts.
| Section | For sale | Median asking | Sold / 12 mo | Median sold | Days on market |
|---|---|---|---|---|---|
| Rustlewood at Countryside | 6 | $169,450 | 0 | — | — |
| Villas at Countryside | 6 | $133,950 | 0 | — | — |
| Woodgate of Countryside | 5 | $458,900 | 9 | $435,000 | 49 |
| Bryn Mawr at Countryside | 5 | $235,000 | 4 | $222,500 | 29 |
| Clubhouse Estates of Countryside | 4 | $860,950 | 15 | $637,500 | 13 |
| Fountains at Countryside Condo | 3 | $180,000 | 8 | $162,000 | 73 |
| Westchester of Countryside | 3 | $824,900 | 8 | $700,000 | 27 |
| Trails of Countryside | 2 | $774,000 | 2 | — | — |
| Europa of Countryside Condo | 1 | — | 2 | — | — |
| Hidden Pines at Countryside | 1 | $564,900 | 1 | — | — |
| Lake Pointe at Countryside | 1 | $310,000 | 1 | — | — |
| Wildwood of Countryside | 1 | $470,000 | 1 | — | — |
| Oak Forest of Countryside | 0 | — | 4 | $705,000 | 23 |
| Timber Ridge of Countryside Unit Two | 0 | — | 4 | $496,000 | 73 |
| Cypress Bend of Countryside Unit One | 0 | — | 1 | — | — |
| Cypress Bend of Countryside Unit Two | 0 | — | 1 | — | — |
| Landmark Woods of Countryside | 0 | — | 1 | — | — |
| Timber Ridge of Countryside Unit One | 0 | — | 1 | — | — |
| Clubhouse Ests of Countryside Unit 2 | 0 | — | 0 | — | — |
| Oak Creek at Countryside | 0 | — | 0 | — | — |
How to read Countryside prices
Sections of one community can price very differently: build year, lot size, water or golf frontage and HOA scope all move the median. Compare the section medians above before judging a single listing, and treat the community-wide median as the reference point, not a value for any specific home.
Common questions
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What do homes in Countryside cost?
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Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only for the 20 MLS sections of Countryside; no individual listing is displayed here. Prices are asking or recorded sale prices, not values. Property facts only; nothing on this page describes residents. Equal Housing Opportunity.